(S)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)propanamide

ID: ALA4857366

PubChem CID: 132227438

Max Phase: Preclinical

Molecular Formula: C14H12F3N5O2

Molecular Weight: 339.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@](O)(Cn1cncn1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C14H12F3N5O2/c1-13(24,6-22-8-19-7-20-22)12(23)21-10-3-2-9(5-18)11(4-10)14(15,16)17/h2-4,7-8,24H,6H2,1H3,(H,21,23)/t13-/m0/s1

Standard InChI Key:  BMJMZDTWBQJLLX-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.4165  -14.4410    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5915  -14.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040  -15.1554    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330  -11.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4496  -11.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8620  -11.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817  -12.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8806  -13.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953  -13.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118  -13.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090  -12.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935  -11.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0218  -11.9597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378  -12.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7408  -13.1944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658  -13.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4511  -14.0297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1667  -12.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8795  -11.9489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6334  -12.2817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1831  -11.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7679  -10.9536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9617  -11.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8806  -14.8560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  1
  6  5  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 11 13  1  0
 13 14  1  0
 14  5  1  0
 14 15  2  0
  8 16  1  0
 16 17  3  0
  5 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
  9  2  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857366

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 339.28

Molecular Weight (Monoisotopic): 339.0943

AlogP: 1.56

#Rotatable Bonds: 4

Polar Surface Area: 103.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: 2.26

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: -1.75

References

1. He Y, Hwang DJ, Ponnusamy S, Thiyagarajan T, Mohler ML, Narayanan R, Miller DD..  (2021)  Exploration and Biological Evaluation of Basic Heteromonocyclic Propanamide Derivatives as SARDs for the Treatment of Enzalutamide-Resistant Prostate Cancer.,  64  (15.0): [PMID:34269581] [10.1021/acs.jmedchem.1c00439]

Source

Source(1):

• Scientific Literature